Category: Pitch Geek

[AI-assisted for speed.] I first learned about intentional dinners from Jennifer McCrea, the best fundraiser I’ve met. Since then, I’ve run a number of them. What follows is the core of the model — with refinements and hacks I’ve added along the way. Intentional dinners come at the beginning of the second phase of a… Continue reading How to Host an Intentional Dinner

[AI-assisted for speed] Most advice on follow-up emails lives at the shallow end of the pool. It’s the predictable “summarize key points,” “list next steps,” “express gratitude” lists you’d find on LinkedIn. This is fine if you’re closing a small transactional loop — approve a budget, confirm a meeting, sign off on a draft. But… Continue reading Design Principles for Follow-Up Emails

[AI-assisted for speed] Most people write proposals too soon. They try to write before the work is shaped—before there’s any shared sense of what it is, who it’s for, or how it will unfold. They rush toward a finished document instead of letting the structure emerge through conversation. They treat the proposal as the starting… Continue reading Proposal Writing, Deconstructed